Potassium Carbonate → HCID 13361911, compound

HRID 2413493Notes

Reaction equation

HRID 2413493 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH2:10][NH:9][CH2:8][CH2:7]2.Cl[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:2][O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH2:10][N:9]([CH2:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)=[CH:18][CH:17]=1)[CH2:8][CH2:7]2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 154634-Phenylbenzyl chlorideHCID 29203356-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

Product 1

HCID 13361911HCID 13361911, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4.0 g of 6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride, 4.1 g of 4-chloromethylbiphenyl and 6.0 g of finely powdered potassium carbonate in 50 ml of dimethylformamide are stirred at 80° for 5 hours. The solvent is removed in vacuo, the residue is taken up in water/methylene chloride, the organic phase is shaken twice with water, and the organic phase is dried with magnesium sulfate and evaporated in a rotary evaporator. The crude product, which is only slightly impure, can be reacted further without further purification. A sample recrystallized from ethyl acetate has a melting point of 120°.

Workup

  1. customThe solvent is removed in vacuo
  2. dry with materialthe organic phase is dried with magnesium sulfate
  3. customevaporated in a rotary evaporator
  4. customcan be reacted further without further purification
  5. customA sample recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-e6c51012d2a4417d8ae7e1aaf0a2e7d9
Source dataset
uspto-grants-1988_01
Patent number
US04717724

Reaction notes

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